Find Cabins in Cherry Plain for Rent from CA $180

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Browse Select Cherry Plain Cabin Rentals

"Place was super clean. Beds were comfortable. Location was great."

CA $551 total

includes taxes & fees

Sep 3 - Sep 4

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

CA $263 total

includes taxes & fees

Aug 23 - Aug 24

1 bedroom, in-room safe, WiFi, bed sheets

"Unfortunately, we were not there for a whole lot of daylight because this location is extremely beautiful."

CA $432 total

includes taxes & fees

Sep 1 - Sep 2

"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...

CA $440 total

includes taxes & fees

Sep 3 - Sep 4

2 bedrooms, iron/ironing board, free WiFi, bed sheets

"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"

CA $1,277 total

includes taxes & fees

Sep 7 - Sep 8

Fridge, microwave, stovetop, coffee/tea maker

"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"

CA $978 total

includes taxes & fees

Aug 27 - Aug 28

CA $639 total

includes taxes & fees

Sep 2 - Sep 3

"Such a sweet spot in the woods! Can’t wait to come back."

CA $263 total

includes taxes & fees

Aug 23 - Aug 24

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Top Cherry Plain Hotel Reviews

Berkshires Untold

10/10 Excellent

"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank you!!! We most definitely will be back!"